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Full text of "Practical Organic Chemistry"

EPICHLORHYDRIN

funnel, the isopropyl iodide separated, dried over calcium
chloride, poured off and fractionated in a distilling- flask. It
distils entirely at 88—89°. Yield 30—35 grams.

-2.       CH2OH                CHJ

CHOH + 3HI = CHI + 3H20

CH2OH
	CHJ
 Propenyl triiodide.

CH2I
 CHI +2HI I
	CH3
 = CHI + 2l2
 i

CHoI
	CH3
 Isopropyl iodide.

Propenyl triiodide is probably formed as an intermediate pro-
duct, though it does not exist in the free state.
Properties.—^Colourless liquid ; b. p. 89*5°; sp. gr. 1744 at o°.
See Appendix•, p, 260.
PREPARATION 32.
CH2C1.CH.CH2
Bpichlorhydrin,        "      \O/"
Reboul, Annalen^ SpL, 1861,1, 221.
200 grms. glycerol.
160 c.c.     glacial acetic acid.
The glycerol, which must be dehydrated (see p. 106), is mixed
with an equal volume of glacial acetic acid. Hydrochloric acid
gas (see Fig. 65, p. 93) is passed into the cold liquid for about
two hours, when it ceases to be absorbed. The mixture is now
heated on the water-bath, and, after standing twenty-four hours,
the current of gas is continued for about six hours more. The
liquid is distilled with a thermometer.* Hydrochloric acid is
first given off, together with acetic acid. As the temperature
rises, the dichlorhydrin and acetodichlorhydrin distil. The
portion distilling at 160—210°, consisting mainly of dichlorhydrin,
is collected separately and used for the preparation of epichlor-